methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate

Base Information

Chemical Name:methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate
CAS No.:1071520-79-0
Molecular Formula:C₁₆H₁₉NO₅
Molecular Weight:305.331
Hs Code.:

Synonyms:methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate

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Chemical Property of methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate

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Technology Process of methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate

There total 4 articles about methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

: 130464-52-7
(2R,3S)-3-exo-methoxycarbonyl-7-oxabicyclo[2.2.1]heptane-2-exo-carboxylic acid

: 100-51-6,185532-71-2
benzyl alcohol

: 1071520-79-0
methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: (2R,3S)-3-exo-methoxycarbonyl-7-oxabicyclo[2.2.1]heptane-2-exo-carboxylic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -10 ℃; Inert atmosphere;

With sodium azide; In tetrahydrofuran; water; at -10 - 25 ℃;

benzyl alcohol;

Reference yield:

: methyl (1R,2S,3R,4S)-3-azido-7-oxa-bicyclo[2.2.1]heptane-2-carboxylate

: 100-51-6,185532-71-2
benzyl alcohol

: 1071520-79-0
methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: methyl (1R,2S,3R,4S)-3-azido-7-oxa-bicyclo[2.2.1]heptane-2-carboxylate; In benzene; for 2h; Heating / reflux;

benzyl alcohol; With triethylamine; In dichloromethane; for 16h; Heating / reflux;

Reference yield:

: 29745-04-8
norcantharidin

: 1071520-79-0
methyl (1R,2S,3R,4S)-3-{[(benzyloxy)carbonyl]amino}-7-oxabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: quinine / toluene; tetrachloromethane / -55 °C / Inert atmosphere

1.2: -55 - 25 °C

2.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / -10 °C / Inert atmosphere

2.2: -10 - 25 °C

With chloroformic acid ethyl ester; quinine; triethylamine; In tetrahydrofuran; tetrachloromethane; toluene;